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T31801

Sigma-Aldrich

Thiophene

≥99%

Synonym(s):

Thiofuran, Thiole

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About This Item

Empirical Formula (Hill Notation):
C4H4S
CAS Number:
110-02-1
Molecular Weight:
84.14
Beilstein/REAXYS Number:
103222
EC Number:
203-729-4
MDL number:
MFCD00005413
UNSPSC Code:
12352100
PubChem Substance ID:
24900115
NACRES:
NA.22

vapor density

2.9 (vs air)

vapor pressure

40 mmHg ( 12.5 °C)

assay

≥99%

autoignition temp.

743 °F

expl. lim.

12.5 %

refractive index

n20/D 1.529 (lit.)

bp

84 °C (lit.)

mp

−38 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

SMILES string

c1ccsc1

InChI

1S/C4H4S/c1-2-4-5-3-1/h1-4H

InChI key

YTPLMLYBLZKORZ-UHFFFAOYSA-N

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Application

Thiophene is an essential precursor to synthesize a wide range of conjugated organosulfur moieties, sulfur-containing polycyclic aromatic hydrocarbons, macrocycles, and pharmaceutical compounds. It has been widely used in the synthesis of polythiophenes and a host of active materials for organic field effect transistors (OFETs) and organic solar cells (OSCs).

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

15.8 °F

flash_point_c

-9 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Solution-processed and high-performance organic solar cells using small molecules with a benzodithiophene unit.
Zhou J, et al.
Journal of the American Chemical Society, 135(23), 8484-8487 (2013)
Sukyoung Hwang et al.
Scientific reports, 5, 11201-11201 (2015-06-19)
The growth kinetics of polymer thin films prepared by plasma-based deposition method were explored using atomic force microscopy. The growth behavior of the first layer of the polythiophene somewhat differs from that of the other layers because the first layer
Construction of synthetic macrocyclic compounds possessing subheterocyclic rings, specifically pyridine, furan, and thiophene.
Newkome GR, et al.
Chemical Reviews, 77(4), 513-597 (1977)
Thiophene-based push-pull chromophores for small molecule organic solar cells (SMOSCs)
Malytskyi V, et al.
Royal Society of Chemistry Advances, 5(1), 354-397 (2015)
Palladium-Catalyzed Decarboxylative C-H Bond Arylation of Thiophenes.
Hu P and Zhang M
Angewandte Chemie (International Edition in English), 124(1), 231-235 (2012)
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